6 Tax Strategies to Boost Your Savings for 2019

Even though 2020 is creeping closer, you still have time to implement strategies that could provide meaningful tax savings for this year. We want to highlight six planning opportunities to consider before Dec. 31. We’ve also included three other planning areas to review to ensure you are maximizing your tax savings both in 2019 and beyond.

Gift Long-Term Appreciated Securities

With equity markets near all-time highs, investors with taxable accounts may hold highly appreciated equity positions. Gifting long-term appreciated securities is an efficient charitable-giving strategy — the charity receives the same economic benefit as a cash donation, while the taxpayer receives a tax deduction for the full market value of the gift. The taxpayer also avoids paying capital gains taxes on the gifted security.

Analysis assumes taxpayer subject to highest federal tax bracket (37%) and capital gains subject to
23.8% federal tax rate. Analysis assumes charitable gifts to qualified public charities.

Investors with a portfolio heavy to equities because of significant equity market gains may use charitable gifting to rebalance back to target weights. In doing so, an investor can meet philanthropic goals while avoiding having to sell appreciated equities to return to a desired target allocation.

Keep in mind there are some limitations. Gifts of long-term appreciated securities to qualified public charities are limited to 30% of adjusted gross income (AGI) while similar gifts to a private foundation are limited to 20% of AGI. Charitable gifts in excess of the AGI limits result in a charitable carryforward that can be used over the next five years.

Accelerate Charitable Giving (“Bunching”)

Charitably inclined taxpayers may benefit from a “bunching strategy” — making several years of charitable gifts within a single tax year to produce a large itemized deduction total with the standard deduction to be taken in subsequent years.

Why? Because the Tax Cuts and Job Acts of 2017 substantially changed itemized deductions. As a result:

  • the standard deduction has nearly doubled
  • personal exemptions have been eliminated
  • the state and local tax (“SALT”) deduction is now capped at $10,000
  • mortgage interest is deductible on qualified residence debt up to $750,000 for new mortgages (post-12/15/2017) versus a previous $1,000,000 limit
  • interest paid on a home equity line of credit (HELOC) not tied to home improvement is no longer deductible

Because of these significant changes, many more taxpayers will now take the standard deduction rather than itemizing deductions. The Joint Committee on Taxation estimated the number of taxpayers claiming itemized deductions would fall from nearly 47 million in 2017 to 18 million in 2018.

Bunching your charitable gifts within a single tax year may prove beneficial. So, how would this work?

Let’s say a married couple has $19,000 of non-charitable itemized deductions and $30,000 of annual charitable gifts. As the standard deduction is $24,400 for married filing jointly taxpayers, the first $5,400 of charitable gifts in this example does not produce tax savings as it merely gets the itemized deduction total to equal the standard deduction (the remaining $24,600 of charitable gifts does produce a net tax benefit).

Instead, this couple could choose to “bunch” three years’ worth of charitable gifts into a single tax year. By doing so, the couple would itemize deductions in year one and take the standard deduction in years two and three. As illustrated below, the “bunching” strategy produces a three-year deduction total that is $10,800 higher.  

Taxpayers who have higher-than-normal taxable income in a given year may benefit from accelerated charitable giving, as increased charitable giving shields a portion of income from otherwise being taxed at a higher rate.

In some instances, taxpayers may wish to use this strategy, though not necessarily giving this higher amount to charities all in the same year. In such cases, a donor-advised fund can be particularly helpful to get the current year tax deduction while allowing the donor to make grants at a pace of their choosing.

Use IRA Charitable Rollover to Satisfy Required Minimum Distributions (RMDs)


Taxpayers over age 70½ must take minimum distributions from retirement accounts (except for Roth IRAs). Under the Qualified Charitable Distribution provision, taxpayers over age 70½ can transfer up to $100,000 each year from an IRA to qualified 501(c)(3) organizations (donor-advised funds, private foundations, and supporting organizations are excluded).

The taxpayer must be at least 70½ as of the date of the charitable transfer. A qualified charitable distribution neither counts as an itemized deduction nor as taxable income. This provision may be helpful to charitably inclined individuals who now receive a greater tax benefit from the increased standard deduction rather than itemized deductions.

Harvest Losses

Review unrealized gains and losses in taxable investment accounts and harvest losses where available. Realized losses can offset other realized gains. To the extent that realized losses exceed realized gains, net realized losses can offset up to $3,000 of ordinary income with any remainder resulting in a loss carryforward to be used in future years.

Beware the “wash sale rule,” which states that a loss cannot be realized for tax purposes if a substantially identical position was bought within 30 days before or after the sale. As a practical example, an investor could sell an actively managed equity fund and could redeploy the sales proceeds to an equity index fund. In doing so, the investor recognizes a tax loss while also keeping similar (but not identical) portfolio exposure.

Because 2019 has been a remarkable year for nearly all asset classes, investors may have limited opportunities for loss harvesting this tax year.

Analyze Mutual Fund Estimates for Year-End Capital Gain Distributions

Mutual funds are required to pass along capital gains to fund shareholders. Regardless of whether the fund shareholder benefited from the fund’s sale of underlying securities, the shareholder will receive the capital gain distribution if the mutual fund is held as of the dividend record date.

Mutual fund families typically provide estimates for year-end dividend distributions over the course of October and November, with such distributions commonly paid in December.

Capital gain distributions can be either short-term or long-term. Short-term capital gain dividends are treated as ordinary income and cannot be offset by realized losses. In contrast, long-term capital gain dividends are treated as capital gains and can be offset by realized losses.

It is essential to review unrealized gains and losses across mutual fund holdings in taxable accounts and to compare those figures against capital gain distribution estimates to determine whether selling a mutual fund position before the year-end distribution would produce a tax savings.

Make Annual Exclusion Gifts

Taxpayers with assets in excess of the federal estate exemption should consider making annual exclusion gifts ($15,000 per person for 2019 and 2020) which do not count against the exemption amount.

Also, payments for tuition and medical expenses which are made directly to the educational or medical institution do not constitute gifts. Utilizing annual exclusion gifts as well as direct payments for tuition and medical expenses can be beneficial for high net worth individuals as doing so effectively reduces the size of a taxable estate.

Bonus Planning Considerations

Analyze Mutual Fund Estimates for Year-End Capital Gain Distributions

In late November, the Treasury Department and Internal Revenue Service issued final regulations that taxpayers taking advantage of the increased estate and gift tax exclusion amount from the Tax Cuts and Jobs Act would not be adversely impacted after 2025 when the exclusion is scheduled to revert to pre-2018 levels. There had been some question as to whether the IRS might apply a “clawback” for taxpayers utilizing the higher lifetime gifting exemption, should the estate exemption in the future fall below current levels.

In light of the recent IRS notice and clarification, individuals with assets well in excess of the “applicable exclusion amount” ($11,400,000 per person for 2019; $11,580,000 as of 2020) might consider gifting additional assets to loved ones prior to 2026. Should the estate exemption go back to a $5,000,000 base amount in the future, gifting assets now out of an otherwise taxable estate could yield significant estate tax savings.

Note: Gifts in excess of the annual gift exclusion – currently $15,000 per person – should be properly documented in a gift tax return.

Filing for Social Security Retirement Benefits

Those who are nearing eligibility for Social Security retirement benefits should look at when to start benefits. A recent study[1] estimated that only 4% of retirees start their Social Security benefits at the most optimal time, with retirees effectively forfeiting a collective $3.4 trillion in potential retirement income.

A review of 2016’s new Social Security recipients[2] showed:

  • nearly 60% of individuals collected benefits before their full retirement age (FRA), with only 10% waiting beyond full retirement age
  • nearly a third opted to begin receiving benefits at age 62, the earliest one can collect, despite the significant benefit reduction.

Generally, it’s advised to wait until age 70, if possible, to collect a higher benefit; however, there are a number of important factors to consider: anticipated life expectancy, income needs for the interim years when benefits would be delayed, availability of spousal benefits, etc.

Contemplating a Change in State Residency?

Changing your primary state of residency isn’t as simple as spending more than half the year in a new state. Many states are more aggressively contesting such residency changes, so individuals should take extra precaution to ensure that “facts and circumstances” support the case for changing resident states. Some of the factors that support a new domicile include:

  • days spent in the new state for the year
  • driver’s license registration
  • voter registration
  • medical and dental care providers
  • church attendance and membership
  • country club or social club memberships
  • official mailing address to which mail and bills are sent
  • location of family heirlooms and artwork.

If you’d like to learn more about any of these tax savings strategies for 2019 and beyond, call us at 770-368-9919 or email Cliff, [email protected] or Kevin, [email protected].

1 United Income, “The Retirement Solution Hiding in Plain Sight” (June 2019)

2 “It’s Tempting to Take Social Security at 62. You Should Wait,” by Peter Finch. The New York Times. August 31, 2018.